Book Holiday Homes in Upwey

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Featured Holiday Homes in Upwey

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

Weymouth
With a stay at this vacation home in Weymouth, you'll be on the waterfront, within a 10-minute drive of Weymouth Beach and Weymouth Bay.
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
The Victorian Barn self catering holidays with pool & hot tubs

The Victorian Barn self catering holidays with pool & hot tubs

4 out of 5
Dairy House Farm Woolland, Blandford Forum, England
With a stay at The Victorian Barn self catering holidays with pool & hot tubs in Blandford Forum, you'll be 12.2 mi (19.7 km) from Blandford Forum Town Museum ...
The Victorian Barn self catering holidays with pool & hot tubs
Private detached cottage to rent on Chesil Beach

Private detached cottage to rent on Chesil Beach

Abbotsbury
When you stay at this vacation home in Weymouth, you'll be by the ocean, just steps from Chesil Beach and Dorset and East Devon Coast.
Private detached cottage to rent on Chesil Beach
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Eclectic Dorset Country House, Hot Tub, Pool Table, Movie Room,12 guests & pets

Eclectic Dorset Country House, Hot Tub, Pool Table, Movie Room,12 guests & pets

Mapperton
With a stay at this vacation home in Blandford Forum, you'll be within a 15-minute drive of Wimborne Minster and White Mill.
Eclectic Dorset Country House, Hot Tub, Pool Table, Movie Room,12 guests & pets
Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea

Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea

Weymouth
With a stay at this vacation home in Weymouth, you'll be by the sea, within a 5-minute drive of Weymouth Beach and Weymouth Bay.
Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea
Abbeydale - Three Bedroom House, Sleeps 5

Abbeydale - Three Bedroom House, Sleeps 5

Wool
With a stay at this vacation home in Wareham, you'll be within a 15-minute drive of Corfe Castle and Lulworth Cove.
Abbeydale - Three Bedroom House, Sleeps 5
Host & Stay | Clearmount Cottage

Host & Stay | Clearmount Cottage

Weymouth
With a stay at this vacation home in Weymouth, you'll be by the sea, within a 5-minute drive of Weymouth Beach and Weymouth Bay.
Host & Stay | Clearmount Cottage
Historical, Characterful, Converted Old School House

Historical, Characterful, Converted Old School House

Lower Bockhampton
With a stay at this vacation home in Dorchester, you'll be within a 15-minute drive of Weymouth Beach and Kingston Maurward Park and Gardens.
Historical, Characterful, Converted Old School House
Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast

Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast

Wyke Regis
With a stay at this vacation home in Weymouth, you'll be on the waterfront, within a 10-minute drive of Weymouth Beach and Weymouth Bay.
Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Upwey Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Upwey vacation homes are the perfect way for you to wing it.

Holiday houses in Upwey let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Upwey in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Upwey adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Upwey with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Upwey vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Upwey Holiday Homes essential information

Accommodation
195 Holiday Homes
Lowest Price
AU$125
Highest Price
AU$170
Popular accommodation
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach, The Victorian Barn self catering holidays with pool & hot tubs, Private detached cottage to rent on Chesil Beach, Eclectic Dorset Country House, Hot Tub, Pool Table, Movie Room,12 guests & pets, Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea, Abbeydale - Three Bedroom House, Sleeps 5, Host & Stay | Clearmount Cottage, Historical, Characterful, Converted Old School House, Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast

Top trending hotels in Upwey

Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

3 out of 5
12-18 Dorchester Road, Weymouth, England
Fully refundableReserve now, pay when you stay
The price is AU$170 per night from 27 Feb to 28 Feb
AU$170
includes taxes & fees
27 Feb - 28 Feb
With a stay at Best Western Weymouth Hotel Rembrandt in Weymouth, you'll be by the sea, within a 5-minute drive of Weymouth Beach and Greenhill Beach.
Best Western Weymouth Hotel Rembrandt
Fairhaven Hotel

Fairhaven Hotel

2.5 out of 5
Fairhaven Hotel, 37 Esplanade, Weymouth, England
Fully refundableReserve now, pay when you stay
The price is AU$137 per night from 24 Feb to 25 Feb
AU$137
includes taxes & fees
24 Feb - 25 Feb
When you stay at Fairhaven Hotel in Weymouth, you'll be near the beach, within a 10-minute walk of Weymouth Beach and Weymouth Bay.
Fairhaven Hotel
Lulworth Cove Inn

Lulworth Cove Inn

4 out of 5
Main Road, West Lulworth, Nr Wareham, Wareham, England
Fully refundableReserve now, pay when you stay
The price is AU$149 per night from 24 Feb to 25 Feb
AU$149
includes taxes & fees
24 Feb - 25 Feb
With a stay at Lulworth Cove Inn in Wareham, you'll be within a 5-minute drive of Durdle Door and Lulworth Cove.
Lulworth Cove Inn
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The Jubilee Hotel East- with Spa Facilities

The Jubilee Hotel East- with Spa Facilities

3 out of 5
143-146 The Esplanade, Weymouth, England
Fully refundableReserve now, pay when you stay
The price is AU$125 per night from 24 Feb to 25 Feb
AU$125
includes taxes & fees
24 Feb - 25 Feb
With a stay at The Jubilee Hotel East- with Spa Facilities, you'll be centrally located in Weymouth, within a 5-minute drive of Weymouth Beach and Weymouth ...
The Jubilee Hotel East- with Spa Facilities
Don't see what you're looking for?
See all available properties in Upwey
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.